Acetaminophen → HCID 58167965, compound

Participants

Reaction Conditions

Reaction Steps

1-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (30 mg, 0.13 mmol), N-(4-hydroxyphenyl)acetamide (59 mg, 0.39 mmol), and potassium carbonate (90 mg, 0.65 mmol) were suspended in DMF (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with MeOH, and filtered through a membrane. The crude product was purified via prep-LC-MS to provide 135 (3 mg, 7% yield) as a solid. LC-MS (M+H=346, obsd.=346). 1H NMR (400 MHz, d6-DMSO): δ 12.14 (s, 1H), 10.15 (s, 1H), 9.08 (d, 1H), 8.42 (d, 1H), 8.29 (d, 1H), 7.88 (t, 1H), 7.73 (m, 3H), 7.28 (d, 2H), 6.52 (d, 1H), 2.09 (s, 3H).

Provenance & Evidence